CA2002246A1 - Inhibiteurs de la dopamine-.beta.-hydroxylase - Google Patents

Inhibiteurs de la dopamine-.beta.-hydroxylase

Info

Publication number: CA2002246A1
Authority: CA; Canada
Prior art keywords: compound; formula; compounds; acid; dopamine
Prior art date: 1988-12-01
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Abandoned

Application number

CA002002246A

Other languages

English (en)

Inventor

Lawrence I. Kruse

Stephen T. Ross

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

SmithKline Beecham Corp

Original Assignee

SmithKline Beecham Corp

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1988-12-01

Filing date

1989-11-06

Publication date

1990-06-01

1989-11-06 Application filed by SmithKline Beecham Corp filed Critical SmithKline Beecham Corp

1990-06-01 Publication of CA2002246A1 publication Critical patent/CA2002246A1/fr

Status Abandoned legal-status Critical Current

Links

239000003112 inhibitor Substances 0.000 title abstract description 11
238000000034 method Methods 0.000 claims abstract description 10
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 5
150000001875 compounds Chemical class 0.000 claims description 58
150000003839 salts Chemical class 0.000 claims description 13
229910052739 hydrogen Inorganic materials 0.000 claims description 11
239000001257 hydrogen Substances 0.000 claims description 10
229910052786 argon Inorganic materials 0.000 claims description 5
238000002360 preparation method Methods 0.000 claims description 5
QUBZMBJFGHUHRG-UHFFFAOYSA-N 3-(1h-pyrrol-2-ylmethyl)-1h-imidazole-2-thione Chemical compound S=C1NC=CN1CC1=CC=CN1 QUBZMBJFGHUHRG-UHFFFAOYSA-N 0.000 claims description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
230000002401 inhibitory effect Effects 0.000 claims description 4
230000002152 alkylating effect Effects 0.000 claims description 3
239000003937 drug carrier Substances 0.000 claims description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
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VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 description 6
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230000003082 hepatotoxic effect Effects 0.000 description 1
230000001631 hypertensive effect Effects 0.000 description 1
NBGMRMDAEWWFIR-UHFFFAOYSA-N imidazole-2-thione Chemical compound S=C1N=CC=N1 NBGMRMDAEWWFIR-UHFFFAOYSA-N 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
238000001802 infusion Methods 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
238000002955 isolation Methods 0.000 description 1
239000006194 liquid suspension Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
230000005923 long-lasting effect Effects 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 1
239000011707 mineral Substances 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
238000012544 monitoring process Methods 0.000 description 1
MYINVYCHJSTQGX-UHFFFAOYSA-N n-(4,5-dihydro-1h-imidazol-2-yl)-1h-benzimidazol-2-amine;dihydrochloride Chemical compound Cl.Cl.N1CCN=C1NC1=NC2=CC=CC=C2N1 MYINVYCHJSTQGX-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
229910000510 noble metal Inorganic materials 0.000 description 1
231100000252 nontoxic Toxicity 0.000 description 1
230000003000 nontoxic effect Effects 0.000 description 1
239000004006 olive oil Substances 0.000 description 1
235000008390 olive oil Nutrition 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
239000000312 peanut oil Substances 0.000 description 1
239000001814 pectin Substances 0.000 description 1
235000010987 pectin Nutrition 0.000 description 1
229920001277 pectin Polymers 0.000 description 1
239000000825 pharmaceutical preparation Substances 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
238000012216 screening Methods 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000012279 sodium borohydride Substances 0.000 description 1
229910000033 sodium borohydride Inorganic materials 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
VGTPCRGMBIAPIM-UHFFFAOYSA-M sodium thiocyanate Chemical compound [Na+].[S-]C#N VGTPCRGMBIAPIM-UHFFFAOYSA-M 0.000 description 1
238000003756 stirring Methods 0.000 description 1
PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
229940095064 tartrate Drugs 0.000 description 1
238000012360 testing method Methods 0.000 description 1
150000003585 thioureas Chemical class 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
229960003732 tyramine Drugs 0.000 description 1
DZGWFCGJZKJUFP-UHFFFAOYSA-O tyraminium Chemical compound [NH3+]CCC1=CC=C(O)C=C1 DZGWFCGJZKJUFP-UHFFFAOYSA-O 0.000 description 1
OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
230000001562 ulcerogenic effect Effects 0.000 description 1
239000003981 vehicle Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/46—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom
- C07D207/48—Sulfur atoms

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Engineering & Computer Science (AREA)
Pharmacology & Pharmacy (AREA)
Bioinformatics & Cheminformatics (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Cardiology (AREA)
Heart & Thoracic Surgery (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)

CA002002246A 1988-12-01 1989-11-06 Inhibiteurs de la dopamine-.beta.-hydroxylase Abandoned CA2002246A1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US27862388A	1988-12-01	1988-12-01
US07/278,623		1988-12-01

Publications (1)

Publication Number	Publication Date
CA2002246A1 true CA2002246A1 (fr)	1990-06-01

Family

ID=23065703

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002002246A Abandoned CA2002246A1 (fr)	1988-12-01	1989-11-06	Inhibiteurs de la dopamine-.beta.-hydroxylase

Country Status (6)

Country	Link
EP (1)	EP0371732A1 (fr)
JP (1)	JPH02193993A (fr)
AU (1)	AU4553689A (fr)
CA (1)	CA2002246A1 (fr)
DK (1)	DK593589A (fr)
PT (1)	PT92474A (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5438150A (en) *	1994-04-26	1995-08-01	Syntex (U.S.A.) Inc.	Process for making 1-benzocycloalkyl-1,3-dihydroimidazole-2-thione derivatives
US5538988A (en) *	1994-04-26	1996-07-23	Martinez; Gregory R.	Benzocycloalkylazolethione derivatives
KR100381216B1 (ko) *	1997-11-28	2003-08-30	주식회사 엘지생명과학	피롤구조를갖는파네실전이효소억제제및그의제조방법

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
PT78388B (en) *	1983-04-12	1986-09-15	Smithkline Beckman Corp	Dopamine-beta-hydroxylase inhibitors
JP2581556B2 (ja) *	1986-05-06	1997-02-12	メレルダウファーマスーティカルズインコーポレーテッド	新規なドパミンベ−タヒドロキシラ−ゼ抑制剤

1989
- 1989-11-06 CA CA002002246A patent/CA2002246A1/fr not_active Abandoned
- 1989-11-24 AU AU45536/89A patent/AU4553689A/en not_active Abandoned
- 1989-11-24 DK DK593589A patent/DK593589A/da not_active Application Discontinuation
- 1989-11-27 EP EP89312296A patent/EP0371732A1/fr not_active Withdrawn
- 1989-11-30 PT PT92474A patent/PT92474A/pt not_active Application Discontinuation
- 1989-12-01 JP JP1314114A patent/JPH02193993A/ja active Pending

Also Published As

Publication number	Publication date
DK593589D0 (da)	1989-11-24
JPH02193993A (ja)	1990-07-31
AU4553689A (en)	1990-06-07
PT92474A (pt)	1990-06-29
EP0371732A1 (fr)	1990-06-06
DK593589A (da)	1990-06-02

Legal Events

Date	Code	Title	Description
1992-05-06	FZDE	Dead

Publication	Publication Date	Title
US4798843A (en)	1989-01-17	2-mercaproimidazole dopamine-β-hydroxylase inhibitors
US4835154A (en)	1989-05-30	1-aralykyl-5-piperazinylmethyl-2-mercaptoimidazoles and 2-alkylthioimidazoles and their use as dopamine-βhydroxylase inhibitors
US4760089A (en)	1988-07-26	Irreversible dopamine-β-hydroxylase inhibitors
US4719223A (en)	1988-01-12	Imidazolethiol dopamine-beta-hydroxylase inhibitors
EP0250264A1 (fr)	1987-12-23	Inhibiteurs de dopamine-bêta-hydroxylase à effet irréversible
US4935438A (en)	1990-06-19	Dopamine-β-hydroxylase inhibitors
US4882348A (en)	1989-11-21	2-(aminoalkylthio)imidazoles as dopamine-β-hydroxylase inhibitors
US4743613A (en)	1988-05-10	Ester prodrugs of dopamine-β-hydroxylase, inhibitors, composition containing them, and method of using them to inhibit dopamine-β-hydroxylase activity
WO1989006125A1 (fr)	1989-07-13	4-aralkyle-5-substitue-1,2,4-triazole-5-thiols
US4749717A (en)	1988-06-07	Dopamine-beta-hydroxylase inhibitors
CA2002246A1 (fr)	1990-06-01	Inhibiteurs de la dopamine-.beta.-hydroxylase
US4761415A (en)	1988-08-02	Dopamine-β-hydroxylase inhibitors
US4762850A (en)	1988-08-09	Dopamine-beta-hydroxylase inhibitors
EP0246888A2 (fr)	1987-11-25	Inhibiteurs de dopamine-bêta-hydroxylase
US4628059A (en)	1986-12-09	Dopamine-β-hydroxylase inhibitors
US4876266A (en)	1989-10-24	1-aralkyl-2-mercaptoimidazolines as DBH inhibitors
EP0371730A1 (fr)	1990-06-06	Inhibiteurs de dopamine-bêta-hydroxylase
EP0371733A2 (fr)	1990-06-06	Inhibiteurs de dopamine-bêta-hydroxylase
US4839371A (en)	1989-06-13	3-aralkyl-2-mercaptoyridines as dopamine-β-hydroxylase inhibitors
US4707488A (en)	1987-11-17	Dopamine-β-hydroxylase inhibitors and use thereof
PT91697A (pt)	1990-03-30	Processo de preparacao de 3-mercapto-4-aralquil-1,2,4-triazolos e de composicoes farmaceuticas que os contem
US4859779A (en)	1989-08-22	Dopamine-β-hydroxylase inhibitors
EP0285356A2 (fr)	1988-10-05	Inhibiteurs de dopamine-bèta-hydroxylase
US4837353A (en)	1989-06-06	Dopamine-β-hydroxylase inhibitors
US4810811A (en)	1989-03-07	Dopamine-beta-hydroxylase inhibitors